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10 Oct - 11 Oct
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11 Oct - 12 Oct
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Our top choices for Chebeague Island hotels

1. Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
Freeport
United States
Marvin
AED 349
AED 380 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Freeport by IHG

2. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
United States
Steven
AED 373
AED 407 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick

3. SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
Freeport
United States
Kristina
AED 385
AED 419 total
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott Freeport Brunswick

4. Spark by Hilton Freeport

Spark by Hilton Freeport
Freeport
Canada
Paul
AED 331
AED 361 total
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Freeport

5. The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
Freeport
United States
Margaret
AED 344
AED 375 total
includes taxes & fees
7 Nov - 8 Nov
The Freeport Hotel, an Ascend Collection Hotel

6. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
United States
Robert
AED 356
AED 388 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn

7. Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
Freeport
United States
John
AED 314
AED 342 total
includes taxes & fees
8 Nov - 9 Nov
Econo Lodge Freeport - Brunswick Area

8. Candlebay Inn

Candlebay Inn
Freeport
United States
Richard
AED 526
AED 573 total
includes taxes & fees
1 Nov - 2 Nov
Candlebay Inn

9. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
United States
Tim
AED 433
AED 480 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront

10. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
United Kingdom
Leanne
AED 373
AED 407 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Freeport Downtown

11. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
United States
Carol
AED 474
AED 516 total
includes taxes & fees
1 Nov - 2 Nov
The Harraseeket Inn & Event House Freeport Downtown

12. The McKernan Inn

The McKernan Inn
South Portland
United States
Kathy
AED 737
AED 804 total
includes taxes & fees
14 Oct - 15 Oct
The McKernan Inn

13. Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
Downtown Portland
United States
Sharion
AED 408
AED 552 total
includes taxes & fees
1 Nov - 2 Nov
Cambria Hotel Portland Downtown-Old Port

14. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Brian
AED 496
AED 549 total
includes taxes & fees
1 Nov - 2 Nov
Portland Regency Hotel & Spa

15. Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
Downtown Portland
United States
Jeetindra
AED 474
AED 524 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Portland Downtown - Old Port Square

16. Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
Downtown Portland
United States
CURTIS
AED 407
AED 450 total
includes taxes & fees
10 Nov - 11 Nov
Hampton Inn Portland Downtown - Waterfront

17. AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
Downtown Portland
Germany
Stefan
AED 415
AED 459 total
includes taxes & fees
1 Nov - 2 Nov
AC Hotel Portland Downtown/Waterfront, ME

18. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Teresa
AED 592
AED 795 total
includes taxes & fees
1 Nov - 2 Nov
Portland Harbor Hotel

19. Aloft by Marriott Portland Downtown Waterfront ME

Aloft by Marriott Portland Downtown Waterfront ME
Downtown Portland
United States
Aubrey
AED 372
AED 411 total
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Portland Downtown Waterfront ME

20. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
United States
Robert
AED 458
AED 507 total
includes taxes & fees
8 Nov - 9 Nov
Embassy Suites by Hilton Portland Maine
View all properties

Hotels recommended for families in Chebeague Island

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
Freeport
AED 349
AED 380 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Freeport by IHG

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
AED 373
AED 407 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick

Spark by Hilton Freeport

Spark by Hilton Freeport
Freeport
AED 331
AED 361 total
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Freeport

The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
Freeport
AED 344
AED 375 total
includes taxes & fees
7 Nov - 8 Nov
The Freeport Hotel, an Ascend Collection Hotel

Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
AED 373
AED 407 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Freeport Downtown

Best Western Freeport Inn

Best Western Freeport Inn
Freeport
AED 356
AED 388 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn

Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
Freeport
AED 314
AED 342 total
includes taxes & fees
8 Nov - 9 Nov
Econo Lodge Freeport - Brunswick Area

Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
AED 433
AED 480 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
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Learn more about Chebeague Island

Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

See all hotels in Chebeague Island
A calm harbor with several sailboats anchored in the water.

Top Chebeague Island Hotel Reviews

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

8/10 Good
"Very pleasant staff , they were knowledgeable about things in the area"
Sheila 1-night trip
Posted 10 hours ago
Quality Inn & Suites South Portland
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"Valet services are a little iffy. You never know where your car is going to be parked, sometimes it is 10 minutes away in a parking garage."
Michael 4-night trip
Posted 13 hours ago
Hampton Inn Portland Downtown - Waterfront
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Every customer service touch points were excellent!"
rose 1-night trip
Posted 13 hours ago
Portland Harbor Hotel
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

8/10 Good
"It was good. Room was good and ordinary. The pool was a little dirty at the bottom of it I noticed. The hottub was nice!"
Melissa 3-night trip
Posted 14 hours ago
Ramada Plaza by Wyndham Portland
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"After reviving a lower end room by 3rd party during our anniversary/ buisness trip, management upgraded us and sent a surprise bottle of wine. Would definitely stay again"
Corrine Beth 5-night trip
Posted 14 hours ago
The Westin Portland Harborview
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"1"
Lawrence 1-night trip
Posted 1 day ago
Spark by Hilton Portland Airport Maine Mall
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"Hotel was satisfactory. Room was clean although the bathroom needs to be repainted. Staff was accommodating. No real issues or concerns aside from the fact that its location is several blocks away from the seaport activities. Also the parking spaces underneath the hotel are not really designed for todays SUV's its kind of tight. I might consider it again but most likely would choose something a bit closer to the seaport due to its location."
Raymond 3-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG

More cheap stays in Chebeague Island

Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
AED 187
AED 204 total
8 Nov - 9 Nov
includes taxes & fees
Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME
AED 251
AED 274 total
8 Nov - 9 Nov
includes taxes & fees
Comfort Inn South Portland Airport
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
AED 253
AED 276 total
5 Nov - 6 Nov
includes taxes & fees
Quality Inn & Suites South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME
AED 278
AED 303 total
25 Oct - 26 Oct
includes taxes & fees
7.8/10 Good! (1,828 reviews)
Spark by Hilton Portland Airport Maine Mall
Inn at St John Portland In-Town

Inn at St John Portland In-Town

939 Congress St Portland ME
AED 278
AED 303 total
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,147 reviews)
Inn at St John Portland In-Town
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
AED 306
AED 339 total
1 Nov - 2 Nov
includes taxes & fees
Clarion Hotel Portland Airport ME

Find out more about Chebeague Island

Top reasons to visit Chebeague Island

  • Stunning Beaches: Enjoy pristine sandy shores and breathtaking sea views, perfect for relaxation and recreation.
  • Outdoor Adventures: Engage in a variety of activities like scenic boat rides, hiking, and beach lounging amidst picturesque landscapes.
  • Rich Local Culture: Explore historical sites at the Chebeague Historical Society and immerse yourself in the island’s unique heritage.
  • Vibrant Live Music: Experience lively music events that add to the island's charming atmosphere.
  • Diverse Accommodations: Choose from cozy bed & breakfasts or comfortable inns, ensuring a delightful stay on the island.

Find great hotels near Chebeague Island

Experience the charm of Chebeague Island, Maine, with a variety of lodging options that cater to all types of travelers. Whether you prefer the cozy ambiance of a bed & breakfast or the amenities of a hotel, you'll find accommodations that provide adventure, business travel conveniences, and pet-friendly options. Discover the renowned Chebeague Island Inn and Chebeague Inn, where island hospitality meets comfort, making your stay unforgettable.

  • Hyatt Place Portland Downtown - Old Port Square: A vibrant 3-star hotel that embodies the spirit of adventure and city life. Located 14.5km from Chebeague Island, this property is perfect for those seeking a mix of beach and urban experiences. Guests can enjoy direct beach access and a variety of nearby adventure sports such as kayaking, hiking, and motorboating. With its central location in Portland, you'll find a lively atmosphere filled with shopping, dining, and entertainment options, making it an ideal choice for adventurous travelers.
  • The Westin Portland Harborview: This upscale 4-star hotel is situated 16.1km from Chebeague Island and offers a family-friendly retreat immersed in nature. Known for its stunning harbor views, The Westin provides a plethora of activities including swimming, fishing, and hiking, ensuring fun for all ages. The hotel features special amenities for children, such as complimentary cribs, making it a great choice for families. Experience the best of Maine’s natural beauty alongside luxurious comfort at this inviting property.
  • Residence Inn Portland Downtown/Waterfront: A welcoming 3-star accommodation located 14.5km from Chebeague Island, ideal for adventure seekers and business travelers alike. This pet-friendly hotel offers a range of activities such as hiking, waterskiing, and rafting, along with essential business amenities. With a focus on comfort, guests appreciate the spacious suites and the convenience of being close to local attractions. The pet policy, including permitted pets and free service animal fees, adds to the appeal for those traveling with furry companions.

Where to stay near Chebeague Island

Experience the charm of Chebeague Island, Maine, where outdoor adventures and stunning sea views await. This idyllic island offers a perfect blend of family-friendly activities and rich history, making it an ideal romantic getaway. Explore the nearby towns for unique cultural excursions, or simply relax and soak in the breathtaking scenery. With its convenient location in New England, Chebeague Island promises unforgettable memories amidst its serene atmosphere and picturesque landscapes.

  • Portland: Located 14.5km away from Chebeague Island, Portland is a vibrant city known for its stunning coastal views and rich cultural scene. This city sees a seasonal influx of travelers, especially from July to September, who flock to enjoy outdoor activities, romantic getaways, and captivating scenery. Visitors can explore local theaters, art galleries, and entertainment venues, while the nearby beaches and lakes offer a perfect escape for families and couples alike. Portland's charming waterfront and historic Old Port district are must-visit spots for anyone looking to savor fresh seafood and local brews.
  • Casco Bay Islands: Just 3.2km from Chebeague Island, the Casco Bay Islands present a picturesque archipelago that's perfect for outdoor enthusiasts. With a seasonal visitor pattern similar to Portland, the islands attract tourists seeking beautiful beaches, scenic landscapes, and exciting water sports. Travelers can partake in activities like kayaking, paddleboarding, and exploring quaint island villages. The stunning natural beauty of the bay makes it an ideal spot for a peaceful retreat, where you can unwind with panoramic views and enjoy the serene coastal environment.
  • Freeport: Situated 12.9km from Chebeague Island, Freeport is a charming city renowned for its shopping and outdoor experiences. Visitors typically arrive from June to August, keen to explore its famous outlets and local boutiques. Beyond shopping, Freeport offers family-friendly attractions and scenic spots, including nearby beaches and lakes. The picturesque downtown area is filled with delightful eateries and friendly locals, making it a great place to relax and enjoy a meal after a day of exploring the area's natural beauty.

Things to do near Chebeague Island

Chebeague Island offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Visitors can enjoy leisure activities such as beach chair lounging, scenic rides, and boat rides. The island also features live music events and recreational areas, ensuring a memorable experience for all who explore its charming landscapes.

Shopping

For shopping on Chebeague Island, visit the LL Bean Flagship Store, located 12.9km away, for outdoor gear and apparel. If you're up for a drive, head to the Maine Mall, 22.5km away, for a wide range of stores and entertainment options, or explore the Montsweag Flea Market, 35.4km away, for unique finds.

Recreation

At Fort Williams Park, enjoy serene walks along the coastline, perfect for meditation and reconnecting with nature. Twin Brook Recreation Area offers hiking trails and peaceful picnic spots, ideal for relaxation. For entertainment, immerse yourself in live music at Port City Music Hall, where vibrant performances uplift your spirit.

Adventure

Experience the unique Desert of Maine, a campground 12.9km from Chebeague Island, where you can embrace outdoor adventure and family fun. Explore Paddleworks, located 11.3km away, for exhilarating water sports. Hike the MAGAN Trailhead, 19.3km from the island, and enjoy breathtaking outdoor scenery.

Nightlife

Experience the nightlife by visiting the Portland Observatory for family-friendly entertainment and stunning views. Then, head to Bayside Bowl for an exciting arcade adventure. Finally, catch a show at the Portland Stage for a dose of romance and culture, all within a short drive from Chebeague Island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chebeague Island

To save on your trip to Chebeague Island, visit during the off-peak months of January to March when prices are lower. Book your stay on a Tuesday for the best rates, avoiding Saturdays which are more expensive. Use Expedia to find customized options that fit your budget, and consider bundling your hotel, flights, and activities for additional savings. Look for instant deals and minimize booking fees by sorting prices from lowest to highest. Take advantage of free activities around the island to enhance your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chebeague Island are January to March, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chebeague Island is Tuesday. The most expensive day to stay in Chebeague Island is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on Chebeague Island with your flights and activities through an Expedia package.

Find the best attractions near Chebeague Island

Chebeague Island is perfect for outdoor enthusiasts and those seeking romantic getaways, featuring stunning beaches and captivating galleries. Visitors can explore the rich local culture through attractions like the Chebeague Historical Society and the island itself. With its picturesque scenery and diverse activities, Chebeague Island offers a memorable experience for travelers looking to immerse themselves in nature and history.

  • Little John Island Preserve: A serene escape located 3.2km from Chebeague Island, this preserve offers friendly locals and a vibrant atmosphere. Explore its scenic trails and enjoy the natural beauty of the area, perfect for a leisurely hike or picnic.
  • Sand Beach: Situated 11.3km away, Sand Beach invites you to soak up the sun and enjoy the lovely beach vibes. With its soft sands and gentle waves, it's an ideal spot for relaxation, swimming, or beachcombing.
  • Wolfe's Neck Woods State Park: Just 9.7km from Chebeague Island, this national park is a paradise for outdoor enthusiasts. Experience breathtaking scenery, diverse wildlife, and adventure activities like hiking and birdwatching.

Best time to go to Chebeague Island

The best time to visit Chebeague Island is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.4°F (-3.1°C)Light RainMostly SunnyLowSlightly Low
February27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly Low
March33.6°F (0.9°C)Light RainMostly SunnyAverageSlightly Low
April43.5°F (6.4°C)Light RainMostly SunnyAverageAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June61.2°F (16.2°C)Light RainMostly SunnyHighAverage
July68.0°F (20.0°C)Light RainMostly SunnyHighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
September61.9°F (16.6°C)Light RainMostly SunnyAverageSlightly High
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.5°F (5.3°C)Light RainMostly SunnyLowAverage
December33.1°F (0.6°C)Light RainMostly SunnyLowAverage

The nearest major airports for your trip to Chebeague Island

Chebeague Island, Maine, can be accessed through several major airports. Portland International Jetport (PWM) is located 19.3km away, with nearby hotel options like the 4-star Portland Harbor Hotel and DoubleTree by Hilton, both within 4.8km. Portsmouth International Airport (PSM) is 93.3km away, offering accommodations such as The Bow Hotel and Stage Neck Inn, both 3 and 16.1km from the airport, respectively. Augusta State Airport (AUG), situated 44.8km from Chebeague Island, has the Senator Inn & Spa just 966m away. Each hotel provides convenient transportation services to their respective airports for a smooth travel experience.

Frequently asked questions

What's the best place for a stay in Chebeague Island?
Quality Inn & Suites South Portland, located 13.1 mi (21.2 km) from the heart of Chebeague Island, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel and Clarion Hotel Portland Airport ME. See all available top hotels, or vacation rentals in Chebeague Island.
What's the top vacation rental in Chebeague Island?
The Perfect Beach Escape: Cozy 4-Bedroom Retreat: Visitors like this Chebeague Island vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Chebeague Island.
If I need to cancel my hotel reservation in Chebeague Island, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chebeague Island.
Where can I learn more about changing or cancelling my trip to Chebeague Island?
For more information about changing or cancelling your trip to Chebeague Island, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Chebeague Island?
Bates Island: Casco Bay Glamping Experience is a top dog-friendly resort, and offers in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Chebeague Island.
What's the best accommodation to stay near the beach in Chebeague Island?
Chebeague Island Inn is a top hotel with free WiFi and free bike rentals, and it's located close to the beach. See more stays near the beach in Chebeague Island.
What are some accommodations with pools in Chebeague Island?
Clarion Hotel Portland Airport ME: Hotel located near State Theatre. Provides free self parking, a pool, and complimentary wireless internet access. Clarion Pointe South Portland and Fireside Inn & Suites Portland are a couple of other choices that feature an onsite pool. View all hotels with pools in Chebeague Island.
What is the best hotel near Portland International Jetport Airport (PWM)?
Hilton Garden Inn Portland Airport is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Portland Intl. Jetport Airport. Other good choices within close proximity to the airport include Days Inn by Wyndham Airport/Maine Mall and Embassy Suites by Hilton Portland Maine.
What is staying in Chebeague Island like?
Visitors can enjoy all that Chebeague Island has to offer including the shopping and restaurants. In Chebeague Island, there are 9 hotels and other accommodations to choose from. Find out more about Chebeague Island.
What should I see while I'm in Chebeague Island?
Places to visit in the wider area include Little John Island Preserve, Wolfe's Neck Woods State Park, and Bailey Island Bridge. You'll also find Casco Bay and Sand Beach in the area. Check out what more to see and do in Expedia's Chebeague Island guide.
What's the seasonal weather like in Chebeague Island?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.